({hydroxy[(3,7,11-trimethyldodeca-2,6,10-trien-1-yl)oxy]phosphoryl}oxy)phosphonic acid

• ChemBase编号: 155166
• 分子式: C15H28O7P2
• 平均质量: 382.326142
• 单一同位素质量: 382.1310265
• SMILES: CC(=CCC/C(=C/CC/C(=C/COP(=O)(O)OP(=O)(O)O)/C)/C)C
• Canonical SMILES: C/C(=C\COP(=O)(OP(=O)(O)O)O)/CC/C=C(/CCC=C(C)C)\C
• InChI: InChI=1S/C15H28O7P2/c1-13(2)7-5-8-14(3)9-6-10-15(4)11-12-21-24(19,20)22-23(16,17)18/h7,9,11H,5-6,8,10,12H2,1-4H3,(H,19,20)(H2,16,17,18)
• InChIKey: VWFJDQUYCIWHTN-UHFFFAOYSA-N

名称和登记号

名称

• IUPAC标准名: ({hydroxy[(3,7,11-trimethyldodeca-2,6,10-trien-1-yl)oxy]phosphoryl}oxy)phosphonic acid; {[hydroxy({[(2E,6E)-3,7,11-trimethyldodeca-2,6,10-trien-1-yl]oxy})phosphoryl]oxy}phosphonic acid
• IUPAC传统名: farnesyl diphosphate
• 别名: 3,7,11-Trimethyl-2,6,10-dodecatrien-1-yl pyrophosphate ammonium salt; FPP; Farnesyl pyrophosphate ammonium salt; Diphosphoric Acid P-[(2E,6E)-3,7,11-Trimethyl-2,6,10-dodecatrien-1-yl] Ester Ammonium Salt; (E,E)-Diphosphoric Acid Mono(3,7,11-trimethyl-2,6,10-dodecatrienyl) Ester Triammonium Salt; Farnesyl Pyrophosphate Triammonium Salt

登记号

• CAS号: 13058-04-3; 116057-57-9
• MDL号: MFCD00189688
• PubChem SID: 162249304; 24894923
• PubChem CID: 445713

理论计算性质

• Acid pKa: 1.7672187
• 质子受体: 5
• 质子供体: 3
• LogD (pH = 5.5): -0.78978175
• LogD (pH = 7.4): -1.4174509
• Log P: 3.616733
• 摩尔折射率: 96.7305 cm^3
• 极化性: 37.048374 Å^3
• 极化表面积: 113.29 Å^2
• 可自由旋转的化学键: 11
• 里宾斯基五规则: true

分子性质

理化性质

• 溶解度: DMSO; Methanol; Water
• 外观: methanol:ammonia solution; Pale Yellow Low Melting Solid
• 闪点: 16 °C; 60.8 °F

安全信息

• 保存条件: Amber Vial, -20°C Freezer, Under Inert Atmosphere
• 欧盟危险性物质标志: 易燃性(Flammable) (F); 有毒(Toxic) (T)
• 联合国危险货物编号: 1230
• 德国WGK号: 2
• 联合国危险货物等级: 3
• 联合国危险货物包装类别(PG): 2
• 危险公开号: 11-23/24/25-39/23/24/25
• 安全公开号: 16-36/37-45
• GHS危险品标识: GHS02; GHS06; GHS08
• GHS警示词: Danger
• GHS危险声明: H225-H301 + H311 + H331-H315-H319-H370
• GHS警示性声明: P210-P260-P280-P301 + P310-P305 + P351 + P338-P311
• RID/ADR: UN 1230 3/PG 2
• 保存温度: -20°C

药理学性质

• 相关基因信息: rat ... Fnta(25318)

产品相关信息

• 纯度: ≥95% (TLC)
• 包装: vial of 200 μg
• Empirical Formula (Hill Notation): C15H37N3O7P2

详细说明

Sigma Aldrich - F6892

Biochem/physiol Actions
Isoprenoid from the intracellular mevalonate pathway used for prenylation of several low molecular mass G proteins, including Ras.
包装
1 vial in poly bottle
5 vials in poly bottle
Physical form
Solution in methanol: 10mM aqueous NH4OH (7:3)Actual concentration given on label

Toronto Research Chemicals - F102470

Isoprenoid from the intracellular mevalonate pathway used for prenylation of several low molecular mass G proteins, including Ras.

参考文献

• Correll, C., et al.: J. Biol. Chem., 269, 17390 (1994)
• Moura, I., et al.: Antimicrob. Agents Chemother., 45, 2553 (1994)
• Gana-Weisz, M., et al.: Clin. Cancer Res., 8, 555 (1994)